{"status":"ok","message-type":"work","message-version":"1.0.0","message":{"indexed":{"date-parts":[[2026,9,4]],"date-time":"2026-09-04T21:10:48Z","timestamp":1788556248978,"version":"build-2803163510"},"reference-count":22,"publisher":"Wiley","issue":"6","license":[{"start":{"date-parts":[[2011,11,14]],"date-time":"2011-11-14T00:00:00Z","timestamp":1321228800000},"content-version":"vor","delay-in-days":0,"URL":"http:\/\/onlinelibrary.wiley.com\/termsAndConditions#vor"}],"content-domain":{"domain":[],"crossmark-restriction":false},"short-container-title":["Phytotherapy Research"],"published-print":{"date-parts":[[2012,6]]},"abstract":"<jats:p>Cytotoxic assay guided multistep separation on the dichloromethane extract of the roots of <jats:italic>Euphorbia kansui<\/jats:italic> resulted in the isolation of 10 ingenol\u2010type diterpenoids (1\u20134 and 7\u201312), of which, 5\u2010<jats:italic>O<\/jats:italic>\u2010(2\u2032<jats:italic>E<\/jats:italic>,4\u2032<jats:italic>E<\/jats:italic>\u2010decadienoyl)\u201020\u2010<jats:italic>O<\/jats:italic>\u2010acetylingenol (1) is a new compound, and two are jatrophane\u2010type diterpenoids (13\u201314). Interconversion of two pairs of positional ester isomers (1\u20134) in aqueous alcoholic solution was observed, the transesterification mechanism of which was speculated and confirmed by acylation of 3 and 4 to 6 and 5, respectively. All the isolates and the two acyl derivatives (5 and 6) were evaluated <jats:italic>in vitro<\/jats:italic> for their cytotoxicities in Bel\u20107402, Bel\u20107402\/5FU, BGC\u2010823 and SGC\u20107901 cell lines. The 12 ingenol\u2010type diterpenoids exhibited weak to moderate cytotoxicities, whereas the two jatrophane\u2010type diterpenoids displayed no antiproliferative effects, which, however, may increase the antitumour efficacy of those ingenol\u2010type diterpenoids. The structure\u2010\u2013activity relationships were investigated by principal component analysis (PCA) of the pIC<jats:sub>50<\/jats:sub> (\u2212logIC<jats:sub>50<\/jats:sub>) values of the compounds tested and their calculated molecular descriptors. The pIC<jats:sub>50<\/jats:sub> values were highly correlated with most descriptors, especially the highest occupied molecular orbital energy (<jats:italic>E<\/jats:italic><jats:sub>HOMO<\/jats:sub>), absolute hardness (\u03b7) and positively charged solvent accessible surface areas (P\u2010ASA). As the values of <jats:italic>E<\/jats:italic><jats:sub>HOMO<\/jats:sub> increase, \u03b7 and P\u2010ASA decrease, and the antiproliferative effects of these compounds increase. Copyright \u00a9 2011 John Wiley &amp; Sons, Ltd.<\/jats:p>","DOI":"10.1002\/ptr.3640","type":"journal-article","created":{"date-parts":[[2011,11,14]],"date-time":"2011-11-14T14:58:55Z","timestamp":1321282735000},"page":"853-859","source":"Crossref","is-referenced-by-count":25,"title":["Bioactivity\u2010guided Isolation of Antiproliferative Diterpenoids from <i>Euphorbia kansui<\/i>"],"prefix":"10.1002","volume":"26","author":[{"given":"Hong\u2010Ying","family":"Wang","sequence":"first","affiliation":[{"name":"Department of Natural Medicinal Chemistry China Pharmaceutical University  24 Tong Jia Xiang Nanjing 210009 P. R. China"}],"role":[{"vocabulary":"crossref","role":"author"}]},{"given":"Jun\u2010Song","family":"Wang","sequence":"additional","affiliation":[{"name":"Department of Natural Medicinal Chemistry China Pharmaceutical University  24 Tong Jia Xiang Nanjing 210009 P. R. 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